Matchmaking Trap Ch. 03

"It's Sunday, for Christ's sake, she is normally home, and she said that Chad fishes on Sunday mornings."

Donny could not help himself. He did feel badly for poor Chad, but the lucky guy was getting to marry Deanna! Donny had little experience in sex, due to his small penis, so he did not understand the alpha male's urge for multiple partners.

Donny was leaning more in the sub direction; he was perhaps a little too sensitive, and despite the fact that he was fucking another man's fiancee, he never considered any other way of life than monogamous marriage to a single babe, as long as she was beautiful and sexy. Deanna was very hot, and Donny long worried that she was way out of his league. Simply put, Donny was an obsessed, pussy-whipped romantic fool. Deanna could do no wrong, as far as he was concerned, so he simply accepted her decision to keep fucking both him and Chad.

That's not to say that he wasn't jealous. He was just so pathetically grateful that Deanna had seemingly rediscovered her interest in him that he was willing to tolerate anything, even a double standard on her part. He didn't know yet that she only fucked him as a standby, when she wanted sex of some kind, and that he still was not and never would be the love of her life. She couldn't love him, because she didn't respect him. He was a groveling dog, and she knew it.

This one-sided deal took on a new dimension, however, when he rang the doorbell again, and Roberta finally answered the door.

"What are you doing here, Donny? Are you looking for Deanna?"

Donny was very embarrassed and anxious. What was Chad's mom doing at Chad and Deanna's house? Had Deanna been caught?

"Well, I'm, um, uh.."

"Here to fuck Deanna?"

"What?"

"You're here to fuck Deanna, aren't you?"

"What the hell kind of question is that?"

"Don't change the subject- I know about the 2 of you fucking on the side, and so does Chad!"

"Well, I'm sorry about that, but I can't help it. I'm in love with Deanna! I make love to her, instead of just fucking her!"

"Chad does both, and she prefers his cock to yours, you pussy! He not only fucks her, he does it wildly and roughly, just the way that your ex really likes it! She is bored with your pathetic lovemaking!"

Donny was shocked. His sweet, gentle Deanna, the love of his life, wanted to be used and degraded?

"That's sick! He's degrading her!"

"No, he is satisfying her, which you'll never do! Guess what Chad is doing to your ex as we speak. Don't know? I'll tell you what. See for yourself!"

She led him into the dining room, where Deanna was bent over the table, as she had been the night before, and Chad was spanking her butt rather mercilessly. She was crying, and Donny felt like helping her, but then Roberta grabbed his arms and held him back. Just then, he heard her scream.

Donny was absolutely flabbergasted. Deanna was getting her butt struck by this ruthless pig, and she was not only taking it: she was loving it!

"You see, Donny, Deanna is a sub, not a goddess! She doesn't want some fool pining for her and groveling for her favors. You amuse her, nothing more than that! She loves Chad, not you, and she wants to marry him! He dominates her, and she loves that!"

"It's what I want, and I don't think that it's bad at all. I like you, Donny, but Chad has shown me a new side of himself, which has made me happier than ever. I'm in love with him, not you. I still want to keep fucking you, however, if you'd like that."

Donny's dick gradually rose in response to that last remark. She still found him attractive! He knew now that she never intended to get back with him, and certainly didn't intend to be exclusive with him. He could either accept Chad's dominant role in her life, and allow Deanna to walk all over him, or give up the sexiest woman he'd ever known. What to do?

"I only want you, Deanna. Why don't you want only me?"

"Because you only have a 4 inch dick, which is really sad for you, but I can't be content with such a sorry penis. Also, Chad is strong and manly, whereas you are weak and effeminate. You're a boy-toy, nothing more. Chad doesn't just want me- he has Roberta too. He's a stud, a real man, who fucks around as he wishes. Face it, you were dealt a terrible hand: a sweet, but too nice personality and a small penis."

"There is one solution for him, you know!" Roberta spoke.

"What's that?" Chad asked, quite curious as to what should be done for such a pitiful case of a weakling.

"If he can't be a great stud, we should help him by making him a hot babe!"

Deanna looked at Donny, and had to agree with Roberta. The answer to Donny's problems lay between his legs. She really felt sympathy for the guy; life must be hard on a man with a small dick. Her future mother-in-law and new, part-time mistress, had the right idea: turn his weakness into an asset, by feminizing him! He already had the sweet, sensitive nature of alot of women displayed many times. (Of course, many women didn't.)

"That's a great idea! Donny, you make a lousy guy, but you'd be a really terrific gal! What of it, Donny? Want to be a woman?"

Donny couldn't believe what he had just heard. They were proposing to solve his problems by changing his sex into one more compatible with his hyper-sensitive, passive-aggressive nature. But, he did have one fear: the pain of losing his dick!

"What about my penis?"

"Would you really miss it? It's only brought you pain, due to its unimpressive size." Chad pointed out.

"But the pain?"

"You can be given anesthesia. We can do it in stages, anyway, starting with feminine clothes, then female hormones, and finally, the replacement of your genitals with a vagina." Roberta replied.

"But I'm not gay!"

"You won't have to do it with guys! You can be a lesbian! Lesbian sex with me, wouldn't that be more fun for both of us? You wouldn't have to worry about your erection, and if you ever wanted to penetrate me, you could use a strap-on dildo, which is likely to have more impact than a little dick." Deanna told him.

They were rapidly eliminating his excuses. He knew that they all wanted him to become a woman, for both his sake and Deanna's. Well, he'd seen the army slogan "Be All That You Can Be" once, and that seemed to sum up the issue. He had more potential as a woman than as a man, plain and simple. If you can't be hot as a guy, why not turn heads as a girl?

"Alright, I'll be your girlfriend, if I can't be your boyfriend!"

"Splendid! We can start today! You were always rather cute, so making you a girl just makes better use of your assets." Deanna stated.

"What's my new name?"

"Donna. Logical alteration of Donald, or Donny, as it were." Chad suggested.

Deanna and Roberta nodded their agreement.

"Well, Chad, I'm a slave, so I can't keep him as a slave, can I? We can be lovers, but he needs a master or mistress better suited to the task of controlling him. I'm too submissive for that."

"I'll own him here, and Roberta will dominate him at her place, just like you."

"Sounds like a great plan, son. However, if we're going to turn 'Donna' here into a girl, we should stop using masculine pronouns, shouldn't we? She needs to learn to think of herself as a woman."

"Agreed. Donna is her name, and she shall be referred to in the feminine from now on."

"Okay, so, Donna, we need to start feminizing you right away, alright? We'll start with undressing, if that's fine with Master here."

"Very good, slave. That will work. Donna will take off her old, masculine clothes, now."

"Donna" did as she was told. She stripped down to total nudity, revealing, sure enough, the smallest cock Chad had seen since puberty. She really did belong to the beta male category, and soon she would be a female instead.

"Alright, Deanna, I want you to take her into the bathroom and shave all of that unladylike hair off of her body. Get her nice and smooth."

Shaving her took a while, but Deanna knew what she was doing. She eventually had her completely bare of body hair of any kind, except above her neck, of course. The beard would have to be dealt with by electralysis. Meanwhile, however, wax would do. Donna winced in agony as she ripped the stuff off her face, but she let her do it anyway. Finally, it was time to apply makeup, and she did an expert job, as she was a stylist.

"Okay, now. Look at yourself in the vanity mirror and see the lady you're becoming, alright?"

Donna did so, and she saw that she really was looking more feminine by the minute. Her hair was even re-styled in a feminine way, which was all that Deanna could do for her, given its shortness. She was looking at a woman, it really seemed, and she had to admit that it made her hard to see her own reflection. She was getting aroused by a woman besides Deanna for the first time in months, and that woman was herself!

What could she do? She wanted to thank Deanna for doing this for her- turning her into a lovely, graceful woman. She moved over to kiss her ex-girlfriend, and was pleasantly surprised at the passionate liplock that followed. Deanna was kissing her back, more erotically than she had ever kissed during their relationship. Obviously, the Pygmalion-like work was having an effect on its creator, who was excited by the woman she had made out of Donna.

"I see that Donna interests you alot, Deanna." Chad said from behind her.

"Yes, Master. Donna is much sexier than Donny, and she is truly ready to be dressed up as a girl and fucked like one."

"You want to fuck Donna in a lesbian manner?"

"If that's ok with you, Master."

"It is. Fuck Donna in the ass with the strap-on."

"Yes, Master."

Deanna then led Donna by the hand to the master bedroom, where she took out the dildo with a thigh harness, and began to put it on her. Donna was looking rather worried, but Deanna assured her that one day she would get her turn, although that wouldn't happen while she still had a dick.

"Your dick is not going into this pussy ever again. You are a woman now, and women don't shoot sperm into pussies. No masculine behavior is permitted after today, because you are a lady, and a lady behaves in a feminine way."

She directed Donna to lie down on the bed, on her stomach, and then she mounted her, taking the lube first and applying it to Donna's virgin butthole, before she inserted her dildo into her bowels. She began to ride her rather fiercely, apparently unconcerned about the inevitable pain of the initial sodomy. Fucking Donna's ass was an incredible new high, as she found herself spanking and fondling those smooth, reddened cheeks. This shaved bottom had a wonderful feel to it, and Donna was evidently beginning to enjoy the experience.

Deanna kept butt-fucking Donna for what seemed liked a whole day to the poor transvestite, but soon, the prostate was showing its reaction. Donna's cock grew, and she suddenly ejaculated, in a way that would be considered premature, if she was going to penetrate a pussy.

Deanna looked at the amazing scene in front of her. She was butt-fucking a man who looked more like a woman, and the transvestite was cumming from the excitement. This made Deanna cum herself, and then she heard chuckling and giggling.

Chad and Roberta were clearly enjoying the sight of Deanna's ex taking it up her ass. Chad winked at Deanna, and she blew him a kiss. There would be no more question of who was the man Deanna loved, because the only rival was now her woman instead.